Middlesex County Pet-friendly Vacations

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Flight and Pet-friendly hotel deals in Middlesex County

Price found within the past 48 hours. Click for updated prices.
Ocean Eden Bay - Adults Only - All inclusive

Ocean Eden Bay - Adults Only - All inclusive

CA $1,910
per person
Nov 20 - Nov 25
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Montego Bay (MBJ)
8.4/10 Very good! (3,910 reviews)
Sunset at the Palms Resort - Adults Only - All Inclusive

Sunset at the Palms Resort - Adults Only - All Inclusive

CA $2,606
per person
Oct 7 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Montego Bay (MBJ)
9.2/10 Wonderful! (1,009 reviews)
Stayed here a week and couldn’t be happier. The hotel is very cute and outdoorsy (no AC in many places) so you have to be ok with that. The rooms are nice and roomy. The beds are so comfortable! Meals were good, especially at the beach bar. Definitely order the jerk chicken with fries. The staff at the resort were so kind, attentive, respectful and just generally lovely people. There was never an issue of not finding a spot on the beach or pool like you normally experience at larger resorts. I would recommend this hotel to anyone who wants to get away with a couple of books, children free, and have a laid back experience in a beautiful setting.

Reviewed on Aug 26, 2026

Ocean Coral Spring - All Inclusive

Ocean Coral Spring - All Inclusive

CA $2,417
per person
Nov 10 - Nov 17
found 12 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Montego Bay (MBJ)
8.4/10 Very good! (4,257 reviews)
Ok place

Reviewed on Aug 28, 2026

Princess Senses The Mangrove Resort - Adults Only

Princess Senses The Mangrove Resort - Adults Only

CA $2,968
per person
Nov 10 - Nov 17
found 12 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Montego Bay (MBJ)
9.4/10 Exceptional! (933 reviews)
Princess Grand Jamaica Resort - All Inclusive

Princess Grand Jamaica Resort - All Inclusive

CA $2,376
per person
Nov 7 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Montego Bay (MBJ)
9/10 Wonderful! (1,617 reviews)
Staff where pleasant and very helpful, I have no complaints about this hotel. Will definitely go back

Reviewed on Aug 28, 2026

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5* Pet-friendly holidays in Middlesex County

Price found within the past 48 hours. Click for updated prices.
Ocean Eden Bay - Adults Only - All inclusive

Ocean Eden Bay - Adults Only - All inclusive

CA $1,910
per person
Nov 20 - Nov 25
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Montego Bay (MBJ)
8.4/10 Very good! (3,910 reviews)
Ocean Coral Spring - All Inclusive

Ocean Coral Spring - All Inclusive

CA $2,417
per person
Nov 10 - Nov 17
found 12 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Montego Bay (MBJ)
8.4/10 Very good! (4,257 reviews)
Ok place

Reviewed on Aug 28, 2026

Excellence Oyster Bay - Adults Only All Inclusive

Excellence Oyster Bay - Adults Only All Inclusive

CA $2,903
per person
Oct 28 - Nov 3
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Montego Bay (MBJ)
9.2/10 Wonderful! (1,547 reviews)
We loved our entire vacation. I had the best massage ever

Reviewed on Aug 28, 2026

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3 Night Pet-friendly holidays in Middlesex County

Price found within the past 48 hours. Click for updated prices.
Ocean Eden Bay - Adults Only - All inclusive

Ocean Eden Bay - Adults Only - All inclusive

CA $1,328
per person
Nov 18 - Nov 21
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Montego Bay (MBJ)
8.4/10 Very good! (3,910 reviews)
Sunset at the Palms Resort - Adults Only - All Inclusive

Sunset at the Palms Resort - Adults Only - All Inclusive

CA $2,046
per person
Nov 12 - Nov 15
found 24 hours ago
Roundtrip flight included
Toronto (YTO) to Montego Bay (MBJ)
9.2/10 Wonderful! (1,009 reviews)
Stayed here a week and couldn’t be happier. The hotel is very cute and outdoorsy (no AC in many places) so you have to be ok with that. The rooms are nice and roomy. The beds are so comfortable! Meals were good, especially at the beach bar. Definitely order the jerk chicken with fries. The staff at the resort were so kind, attentive, respectful and just generally lovely people. There was never an issue of not finding a spot on the beach or pool like you normally experience at larger resorts. I would recommend this hotel to anyone who wants to get away with a couple of books, children free, and have a laid back experience in a beautiful setting.

Reviewed on Aug 26, 2026

Ocean Coral Spring - All Inclusive

Ocean Coral Spring - All Inclusive

CA $1,348
per person
Nov 18 - Nov 21
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Montego Bay (MBJ)
8.4/10 Very good! (4,257 reviews)
Ok place

Reviewed on Aug 28, 2026

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4 Night Pet-friendly holidays in Middlesex County

Price found within the past 48 hours. Click for updated prices.
Ocho Rios Villa at The Palms

Ocho Rios Villa at The Palms

CA $1,223
per person
Oct 29 - Nov 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Montego Bay (MBJ)
10/10 Exceptional! (2 reviews)
All staff were professional, courteous and friendly. They all went out of their way to grant your requests. The ambience is very nice. The electrical outlets on the patio didn't always work. Had to be creative in getting plugs to stay in. They also need to upgrade from 110v to 220v. Just kidding, but they should have something for travelers from Europe. Internet service was pretty good. Everyone in my group were pleased and would return. The tour setup for us by the manager was fun!!!! Good people, fantastic accommodations. Recommended...

Reviewed on May 8, 2019

Sunset at the Palms Resort - Adults Only - All Inclusive

Sunset at the Palms Resort - Adults Only - All Inclusive

CA $2,385
per person
Nov 12 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Montego Bay (MBJ)
9.2/10 Wonderful! (1,009 reviews)
Stayed here a week and couldn’t be happier. The hotel is very cute and outdoorsy (no AC in many places) so you have to be ok with that. The rooms are nice and roomy. The beds are so comfortable! Meals were good, especially at the beach bar. Definitely order the jerk chicken with fries. The staff at the resort were so kind, attentive, respectful and just generally lovely people. There was never an issue of not finding a spot on the beach or pool like you normally experience at larger resorts. I would recommend this hotel to anyone who wants to get away with a couple of books, children free, and have a laid back experience in a beautiful setting.

Reviewed on Aug 26, 2026

Ocean Eden Bay - Adults Only - All inclusive

Ocean Eden Bay - Adults Only - All inclusive

CA $1,676
per person
Nov 15 - Nov 19
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Montego Bay (MBJ)
8.4/10 Very good! (3,910 reviews)
Don't see what you're looking for?
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Pet-friendly Hotels in Middlesex County

Franklyn D. Resort & Spa

Franklyn D. Resort & Spa

201 Runaway Bay Runaway Bay Saint Ann
  • 31 min drive from Dunn's River Falls
Book a stay at this spa hotel in Runaway Bay. Enjoy free WiFi, free parking, and 4 outdoor pools. Our guests praise the helpful staff in our reviews. Popular ...
Franklyn D. Resort & Spa
Blessings at Strawberry Fields

Blessings at Strawberry Fields

hike Rte Robins Bay St. Mary Parish
  • 51 min drive from Dunn's River Falls
Book a stay at this beach resort in Robins Bay. Enjoy free WiFi, free parking, and a private beach. Popular attraction Mahoe Bay is located nearby.
Blessings at Strawberry Fields
Jewel beach and golf

Jewel beach and golf

Highway Runaway Bay St. Ann Parish
  • 31 min drive from Dunn's River Falls
Stay at this resort in Runaway Bay. Popular attractions Cardiff Hall Beach and Ocean View Beach are located nearby.
Jewel beach and golf
See all 2,881 properties in Middlesex County
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

More vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.